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. Author manuscript; available in PMC: 2023 Nov 16.
Published in final edited form as: J Am Chem Soc. 2022 Nov 3;144(45):20884–20894. doi: 10.1021/jacs.2c09006

Table 2.

Scope of aroyl chlorides and acrylamides for the synthesis of γ-hydrogen α,β-unsaturated-γ-lactamsa

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a

See Supporting Information for experimental details. Standard conditions B: 1 (1.00 equiv), 2 (2.00 equiv), CuI (10.0 mol%), rac-BINAP (20.0 mol%), p-xylene (0.100 M), 100 W blue LED, rt, 22 h. Cited yields are of isolated material following chromatography.

b

N,2-diphenylacrylamide (1a) was used as a coupling partner.

c

0.50 equiv of PhSiH3 was added, 36h.

d

The reaction time was extended to 36 h.

e

2-Br-benzoyl chloride (2d) was used as a coupling partner.